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Highly Regio‐ and Stereoselective Nickel‐Catalyzed Addition of Dialkyl Phosphites to Ynamides: an Efficient Synthesis of β‐Aminovinylphosphonates
Author(s) -
Fadel Antoine,
Legrand Frédéric,
Evano Gwilherm,
Rabasso Nicolas
Publication year - 2011
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000792
Subject(s) - stereoselectivity , chemistry , catalysis , nickel , reactivity (psychology) , combinatorial chemistry , organic chemistry , medicine , alternative medicine , pathology
A highly regio‐ and stereoselective, nickel(II)‐catalyzed procedure for the hydrophosphonylation of ynamides has been developed. This protocol provides a straightforward and efficient entry to a series of β‐aminovinylphosphonates that can easily be prepared in good yields from a wide range of ynamides and dialkyl phosphites as well as useful insights into the reactivity of ynamides under nickel catalysis.